title: Telescoped synthesis of stereodefined pyrrolidines.
abstract: Telescoped and one-pot olefination/asymmetric functionalization approaches to disubstituted pyrrolidines (dr up to 99:1, up to 99% ee) have been developed using commercially available tetramisole (0.1 to 5 mol %). Using OTMS-quinidine as the Lewis base gives preferential access to an anti-configured pyrrolidine in high enantioselectivity.
authors.affiliation: EaStCHEM, School of Chemistry, University of St. Andrews, North Haugh, St. Andrews KY16 9ST, UK.
authors.forename: Dorine
authors.initials: D
authors.lastname: Belmessieri
authors.forename: David B
authors.initials: DB
authors.lastname: Cordes
authors.forename: Alexandra M Z
authors.initials: AM
authors.lastname: Slawin
authors.forename: Andrew D
authors.initials: AD
authors.lastname: Smith
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000478:Alkylation; D058115:Lewis Bases / Q000737:chemistry*; D015394:Molecular Structure; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013773:Tetramisole / Q000737:chemistry*
chemical_list: D000475:Alkenes; D058115:Lewis Bases; D011759:Pyrrolidines; D013773:Tetramisole